{"id":5972,"date":"2021-08-23T03:09:08","date_gmt":"2021-08-22T19:09:08","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=5972"},"modified":"2021-08-23T03:09:08","modified_gmt":"2021-08-22T19:09:08","slug":"extended-knowledge-of-25016-20-0-3","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=5972","title":{"rendered":"Extended knowledge of 25016-20-0"},"content":{"rendered":"

These common heterocyclic compound, 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Formula: C5H6N2O2<\/a><\/p>\n

Boc protected macrocyclic amine Ac (65 mg, 0.081 mmol) is charged in a vial with a 4 M solution of HCI in dioxane (3 mL). The solution is stirred at RT for 1 h, after which the solution is evaporated to dryness. 1 -methyl- 1 H-pyrazole-3-carboxylic acid R2b (12.2 mg; 0.097 mmol, 1 .2 equiv) is dissolved in DMF (2 mL) and TEA (45.1 mu; 0.323 mmol, 4 equiv) and TBTU (29.9 mg; 0.097 mmol, 1 .2 equiv) are added. The mixture is stirred for 15 mins. The Boc de-protected macrocyclic amine hydrochloride Cc is dissolved in DMF (1 .0 mL) and added to the acid solution. The reaction is stirred at RT overnight. The resulting solution is filtered through a Millex filter and purified by prep HPLC (X-Bridge column, Ammonium Bicarbonate pH10: MeOH). The pure fractions are combined, concentrated, frozen and lyophilized to provide compound 1008.FIA M.S.(electrospray) : 812.3 (M+H)+ Retention time (min) = 6.8 min1H NMR (400 MHz,DMSO-d6): delta 10.83 (s, 1 H) , 8.91 (s, 1 H), 7.88- 7.77 (m, 2H), 7.75 (d, 1 H, J = 2.4 Hz), 7.36- 7.30 (m, 1 H), 6.62 (s, 1 H), 6.55 (d, 1 H, J = 2 Hz), 5.65- 5.57 (m, 1 H), 5.57- 5.45 (m, 2H), 5.15- 5.03 (m, 1 H), 4.64- 4.50 (m, 2H), 4.49- 4.37 (m, 1 H), 4.03- 3.88 (m, 1 H), 3.88 (s, 3H), 2.67-2.55 (m, 1 H), 2.38- 2.24 (m, 2H), 2.00- 1 .87 (m, 1 H), 1 .87-1 .72 (m, 1 H), 1 .61 – 1 .47 (m, 3H), 1 .47-1 .17 (m, 18H), 0.95- 0.78 (m, 2H).<\/p>\n

The synthetic route of 1-Methyl-1H-pyrazole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.<\/p>\n

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LLINAS-BRUNET , Montse; BORDELEAU, Josee; GODBOUT, Cedrickx; LEBLANC, Melissa; MOREAU, Benoit; O’MEARA, Jeffrey; WO2011\/63502; (2011); A1;<\/a>,
Pyrazole – Wikipedia<\/a>,
Pyrazoles – an overview | ScienceDirect Topics<\/p>\n","protected":false},"excerpt":{"rendered":"

The synthetic route of 1-Methyl-1H-pyrazole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[242,131],"tags":[126],"class_list":["post-5972","post","type-post","status-publish","format-standard","hentry","category-25016-20-0","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"\nExtended knowledge of<\/title>\n<meta name=\"description\" content=\"These common heterocyclic compound, 25016-20-0, name is 1-Methyl-1H-pyrazole-3-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 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